In March 2018, Espy announced his candidacy for the United States Senate seat being vacated by Thad Cochran. Espy finished second in the November 6 nonpartisan special election before facing Republican Cindy Hyde-Smith in a November 27 runoff. Espy was defeated by Hyde-Smith, but garnered more than 46 percent of the vote in what was the closest U.S. Senate election in Mississippi since 1988.

On November 30, 2018, Espy filed to run against Hyde-Smith again in a 2020 rematch for a full six-year Senate term.

Espy was an attorney with Central Mississippi Legal Services between 1978 and 1980 and was later the Assistant Secretary of State to Mississippi Legal Services. From 1980 to 1984, he was the Assistant Secretary of the State to the Public Lands Division.

In December 1992, Espy was chosen by President-elect Bill Clinton to be the Secretary of Agriculture in the new administration.[2] Following his confirmation by the Senate in late January 1993, Espy resigned from his seat in the House of Representatives.

Espy served as Secretary of Agriculture from 1993 to 1994. He announced his resignation in October 1994, following questions from the White House over his use of government perks and acceptance of gifts.[3] He was indicted in 1997 for receiving improper gifts, but acquitted of all 30 charges in 1998.[4]

In 2008, Espy became an attorney at Morgan & Morgan, a nationwide law firm, where he handles general plaintiff's law, mass tort, bond and governmental finance, and international relations cases. One of his notable cases was the Pigford lawsuit, where Espy worked in conjunction with a black farmers advocacy group, the National Black Farmers Association, to represent those farmers.[citation needed]

On March 5, 2018, Republican Senator Thad Cochran announced he would resign as of April 1 for health reasons, triggering a special election. Espy announced his intention to run for the seat that same day, becoming the first declared candidate in the race.[6][7][8] He called Cochran "a person I admire and respect, and who has done so much for Mississippi over his tenure."[9]

In 2018, CBS described Espy as a conservative Democrat.[10] He has identified his positions as moderate,[11] making a centrist pitch for his Senate campaign.[12]The Clarion Ledger wrote that Espy sought to "play up his bipartisan credentials, like endorsing former Republican Gov. Haley Barbour. Steer the conversation away from anything controversial, even race, and back to health care."[13] When asked by MSNBC's Chris Matthews to comment on President Trump's criticism of several African-American journalists, Espy "refused to bite", instead redirecting the interview to health care.[13]

A nonpartisan special election took place on November 6, 2018, the same day as the regularly scheduled U.S. Senate election for the seat held by Roger Wicker, who was running for reelection. Party affiliations were not printed on the ballot.[14] After no candidate gained a simple majority of the vote,[15] a runoff election between Espy and Republican Cindy Hyde-Smith was held on November 27.[16] Espy lost the runoff with 46% of the vote.[17]

Three days after losing the Senate special election runoff to Hyde-Smith, on November 30, 2018, his 65th birthday, Espy filed with the Federal Election Commission (FEC) to run for the seat again in 2020.[18]

National Journal noted that his liberal social views are mixed with his support for cutting the federal budget and protecting Mississippi's defense and agricultural industries.[19] In 2018, Espy said that he wanted to cut the government's budget and that he supports free trade.[20] He said he probably would have voted for the Tax Cuts and Jobs Act of 2017 but that he wants to "make sure people see the benefits".[13]

He supports gun ownership and received the National Rifle Association's (NRA) Silver Rifle award in 1988 for supporting its positions on gun laws.[21] In 2018, the NRA endorsed Espy's opponent, Cindy Hyde-Smith, for the U.S. Senate, and did not give Espy a rating.[22]

In 1986, running for Congress, Espy was considered pro-choice on abortion.[24] In 2018, he said he was moderate on abortion; he supports Roe v. Wade but opposes abortion personally.[25] Espy said during his Senate campaign that he would work with anyone regardless of race, gender, religion, sexual orientation, or disability.[26]

On August 27, 1997, Espy was indicted on charges of receiving improper gifts, including sports tickets, lodging, and airfare. Espy refused to plea bargain and on December 2, 1998, he was acquitted of all 30 criminal charges in the trial. Independent CounselDonald Smaltz presented more than 70 witnesses during the trial and spent more than $20 million preparing and trying the case.[27]

During testimony before the jury, the prosecution's star witness told Smaltz: "God knows, if I had $30 million, I could find dirt on you, sir."[28] During the trial, Smaltz protested that the defense was injecting race into the trial in what he saw as an appeal to a mostly black jury.

The defense rested without calling any witnesses, arguing simply that the prosecution had not proved its case. The jury deliberated less than 10 hours before finding Espy not guilty on all charges. One of the jurors said, "This was the weakest, most bogus thing I ever saw. I can't believe Mr. Smaltz ever brought this to trial." At least four other jurors echoed this view, though less pointedly.[29] Barbara Bisoni, the only white juror, said Smaltz's case "had holes" and that race never entered into the deliberations.[29]

In 1996, Sun-Diamond Growers was fined $1.5 million for giving Espy $6,000 in gifts; in March 1998 it won a reversal at the Court of Appeals level.[30] Independent Counsel Smaltz appealed that ruling to the Supreme Court. The Supreme Court affirmed the decision of the Court of Appeals, finding that the gratuities statute requires a link between a gift and an official act. Unable to make such a link, Smaltz dismissed the gratuities charge against Sun-Diamond. The court's unanimous April 1999 opinion, by Justice Antonin Scalia, stated that the prosecutor's interpretation of the law was so broad that even a high school principal could be in legal trouble for giving a souvenir baseball cap to a visiting Secretary of Education.[31] The Sun-Diamond decision played a pivotal role in Espy's later acquittal because Smaltz was unable to link gifts he received to any official act.

In a separate case during the same investigation, Espy's Chief of Staff, Ronald Blackley, was convicted in late 1997 on three counts of making false statements[32] and sentenced to 27 months in prison.[33]

Controversy also arose in 1994 from a White House discovery that a foundation run by Tyson Foods had given Espy's then girlfriend, Patricia Dempsey, a $1,200 scholarship.[3] Espy and his lawyer admitted that they deceived the White House,[3] which at first accepted Espy's false claim that he was unaware of the scholarship before it was given to Dempsey.[3] Administration officials said that the discovery of this scholarship was what forced Espy to resign as Secretary of Agriculture.[3] In December 1997, Tyson Foods pleaded guilty to felony charges of giving Espy gifts.[34]

Espy was born in Yazoo City, Mississippi, on November 30, 1953. He has a twin sister and five older siblings. He graduated from Yazoo City High School, where he served as senior class president. Espy received a B.A. in political science from Howard University and a J.D. from Santa Clara University School of Law. He married Sheila Bell, with whom he had two children before they divorced.[35] Espy married Portia Ballard in 1999.[36]